Appointment Setter / Lead Generation Specialist

Location: Remote (LATAM, South Africa, or Philippines Preferred)
Schedule: Full-Time | Flexible U.S. Overlap Preferred
Compensation: (Compensation depends on experience, English proficiency, sales ability, and region)

About the Company

We are a fast-growing travel and charter services business focused on building strong relationships with charter captains and charter business owners across multiple markets.

Our founder travels market-to-market, meeting directly with captains and operators to build local relationships and close business opportunities in person. To support this growth, we are looking for a highly organized, proactive Appointment Setter / Lead Generation Specialist to own the front-end outreach process and help keep the sales pipeline consistently full.

This is the company’s first hire and will be a foundational role in building scalable sales operations.

The ideal candidate will be responsible for identifying qualified leads, conducting outreach, nurturing follow-up communication, and booking high-quality meetings with target prospects.

This role is not just about volume—it is about thoughtful, high-quality outreach where every message and every conversation matters.

The Role

We are seeking a highly reliable Appointment Setter / Lead Generation Specialist to serve as the front-end sales engine of the business.

You will be responsible for:

Prospect research and lead generation
CRM management and outreach execution
Appointment setting with qualified charter captains and business owners
Follow-up messaging and nurture sequences
Supporting sales pipeline consistency and lead organization

This person will not be responsible for closing sales—the founder handles all in-person meetings and deal closing—but your work directly drives revenue by ensuring the right conversations happen consistently.

This is an excellent opportunity for someone who thrives in structured outbound sales environments and can balance persistence with professionalism.

Key Responsibilities

Lead Generation & Prospecting

Research and identify qualified charter captints, charter businesses, and target operators
Build and maintain lead lists based on geographic market expansion plans
Source accurate contact information and organize prospect data inside the CRM
Continuously improve lead quality and targeting

Appointment Setting

Conduct outbound outreach via calls, email, text, social messaging, and CRM workflows
Engage prospects professionally and confidently
Qualify opportunities before scheduling meetings
Book high-quality appointments with decision-makers for the founder
Maintain strong follow-up systems to maximize response rates

CRM & Pipeline Management

Manage all outreach activity inside the CRM
Track conversations, notes, status updates, and next steps
Ensure follow-up consistency across all leads
Maintain clean pipeline organization and reporting visibility

Administrative Sales Support

Assist with post-outreach follow-up and lead nurturing
Support workflow optimization as the company scales
Help improve systems and outreach processes over time
Potentially expand into additional sales support functions as the role grows

Ideal Candidate Profile

We are looking for someone who is:

Strong in written English and professional communication
Comfortable with outbound sales and appointment setting
Highly organized and process-driven
Persistent without being overly aggressive
Detail-oriented with strong CRM discipline
Able to work independently with minimal supervision
Comfortable learning and improving sales systems
Results-focused and accountable for performance

Because the lead volume is intentionally small and highly targeted, quality matters more than quantity.

Each conversation should feel intentional and strategic.

Required Experience

2+ years of experience in appointment setting, lead generation, SDR, BDR, or outbound sales support
Experience using CRM systems for outreach and pipeline management
Strong understanding of outbound prospecting best practices
Experience with follow-up sequences and lead nurturing
Ability to work in a fast-paced, entrepreneurial environment

Preferred Experience

Experience in travel, hospitality, charter services, marine, or local service industries
Experience supporting founder-led sales environments
Experience with international remote teams
Familiarity with working across multiple U.S. time zones
Strong sales instincts and understanding of buyer psychology

Appointment Setter / Lead Gen Specialist - 19271